| Identification | More | [Name]
4-Bromoaniline | [CAS]
106-40-1 | [Synonyms]
1-AMINO-4-BROMO-BENZENE
4-BROMOANILINE
4-BROMOBENZENAMIDE
4-BROMOBENZENAMINE
AKOS BBS-00003662
BROMOANILINE(4-)
PARA-BROMOANILINE
P-BROMOANILINE
p-Bromoaniline 4-Bromoaniline
p-bromophenylamine
4-Bromanilinu
4-bromanilinu(czech)
4-bromo-benzenamin
4-bromobenzeneamine
Aniline, p-bromo-
Benzenamine, 4-bromo-
Benzenamine,4-bromo-
benzenamine,-bromo-
bromoaniline
p-bromo-anilin | [EINECS(EC#)]
203-393-9 | [Molecular Formula]
C6H6BrN | [MDL Number]
MFCD00007822 | [Molecular Weight]
172.02 | [MOL File]
106-40-1.mol |
| Chemical Properties | Back Directory | [Appearance]
brown crystals | [Melting point ]
56-62 °C (lit.) | [Boiling point ]
230-250 °C
| [density ]
1.497
| [refractive index ]
1.5680 (estimate) | [Fp ]
222-224°C | [storage temp. ]
Store below +30°C. | [solubility ]
ethanol: soluble0.5g/10 mL, clear, colorless to almost colorless | [form ]
crystalline
| [pka]
3.86(at 25℃) | [color ]
white to light yellow
| [Odor]
Sweetish | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, peroxides, acids, acid chlorides, acid anhydrides, chloroformates. May be air sensitive. | [Water Solubility ]
<0.1 g/100 mL at 23 ºC | [Detection Methods]
GC,NMR | [Merck ]
14,1404 | [BRN ]
742031 | [Dielectric constant]
13.0（-7℃） | [InChIKey]
WDFQBORIUYODSI-UHFFFAOYSA-N | [CAS DataBase Reference]
106-40-1(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Bromoaniline(106-40-1) | [Storage Precautions]
Light sensitive | [EPA Substance Registry System]
106-40-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
BW9280000
| [F ]
8-9-23 | [Hazard Note ]
Harmful | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214210 | [Hazardous Substances Data]
106-40-1(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 456 mg/kg LD50 dermal Rat 536 mg/kg |
| Hazard Information | Back Directory | [General Description]
Brown solid with a sweet odor. | [Reactivity Profile]
Vapor may form highly reactive mixtures in air. | [Air & Water Reactions]
This material is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water. | [Fire Hazard]
Flash point data are not available for this chemical, but P-BROMOANILINE is probably combustible. | [Chemical Properties]
brown crystals | [Uses]
4-Bromoaniline(106-40-1) is a brominated aniline that is commonly used as a building block in the preparation of pharmaceutical and organic compounds. It is used in the preparation of azo dyes and is condensed with formaldehyde to prepare dihydroquinazolines. In addition, 4-Bromoaniline is also used as an intermediate in the production of other chemicals such as metobromuron, a herbicide, and resorantel, an antiparasitic agent.
| [Preparation]
4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 40, p. 1867, 1975 DOI: 10.1021/jo00900a053
Synthetic Communications, 19, p. 3047, 1989 DOI: 10.1080/00397918908052699 | [Synthesis]
RGO/Cu NPs (25 mg), arylboronic acid (1.0 mmol), K2CO3(1.3 mmol), 25-28% aqueous ammonia (5 mmol) and methanol(4 mL) were added to a 50 mL round-bottomed flask. The reactionmixture was stirred under reflux conditions for the appropriatetime. After completion of the reaction as monitored by TLC, themixture was filtered, and the solvent of the filtrate was removedunder vacuum with the aid of a rotary evaporator. The residue waspurified by column chromatography on silica gel to afford 4-Bromoaniline. | [Purification Methods]
Crystallise the aniline (with appreciable loss) from aqueous EtOH. The benzoyl derivative has m 204o (from EtOH). [Beilstein 12 IV 1497.] |
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